一锅法自偶联反应合成3,5-二苯基-1,2,4-噁二唑
Synthesis of 3,5-Diaryl-1,2,4-oxadiazole by One-Pot Homocoupling Reaction
刘蒙金 1肖燕 1周锴 1李子成 1黄文才1
作者信息
- 1. 四川大学化学工程学院 成都 610065
- 折叠
摘要
开发了一种合成1,2,4-噁 二唑的新方法.在Cs2CO3存在下,以苯甲醛肟和N-氯代丁二酰亚胺(NCS)为原料,采用一锅法自偶联反应合成了 3,5-二苯基-1,2,4-噁二唑.该方法适用于无活性取代基的噻吩-3-甲醛、异烟醛和苯甲醛,产率为19％～78％;但该方法不适用于脂肪族醛、其他杂芳香族醛和带有活性基团(羟基、氨基和羧酸)的苯醛.相比于其他方法,此方法底物单一,仅为芳香醛肟,过程简单,符合绿色化学理念,是合成3,5-(同取代基)-1,2,4-噁二唑的便捷方法.
Abstract
3,5-Diaryl-1,2,4-oxadiazoles were synthesized by homocoupling of chloroarylaldoxime from arylaldoxime and N-chlorosuccinimide(NCS)in the presence of Cs2CO3 in one pot.The method is suitable for thiophene-3-carbaldehyde,ison-icotinaldehyde and arylaldehyde without active substituent with a yield from 19％to 78％.However,it was not suitable for aliphatic aldehydes,other heteroaromatic aldehydes and benzaldehydes carrying active groups(hydroxyl,amino and carbox-ylic acid).Compared to reported methods,this method uses only aromatic aldoxime as a single substrate.The process is sim-ple,convenient,and green,making it a reliable way to synthesize 3,5-(homo-substituted)-1,2,4-oxadiazoles.
关键词
1,2,4-噁二唑/自偶联反应/醛类/氯苯甲醛肟/环化反应Key words
1,2,4-oxadiazole/homocoupling reaction/aldehydes/chlorobenzaldoxime/cyclic addition引用本文复制引用
出版年
2024
NETL
NSTL
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